Holiday rentals in Casole d'Elsa

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Top-rated holiday rentals in Casole d'Elsa

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Guest favourite

Home in Casole d'Elsa

4.99 out of 5 average rating, 83 reviews

Casa Panorama

Welcome to Casa Panorama! A cozy apartment situated in the wonderful Tuscan countryside just a stone's throw away from the medieval town of Casole d'Elsa.Casa Panorama is in between some of the most beautiful locations such as Siena,Monteriggioni,Florence,San Gimignan,Volterra and many other hidden hilltop Tuscan jewels.Our house is situated less than 1 km from the center of the very romantic town of Casole d'Elsa where there are restaurants and much to see as far as culture and art is concerned

14–21 Dec

$135 SGD per night

Guest favourite

Home in Localita' Pievescola

4.93 out of 5 average rating, 145 reviews

Antico Borgo Ripostena – no. 8 Casa Vecchia

Charming cottage in the heart of Tuscany on a peaceful property surrounded by 5 hectares of private gardens and forest. The apartment has stunning views over San Gimignano and the Chianti Hills. One of the two bedrooms has air conditioning. PRIVACY: EACH APARTMENT HAS A PRIVATE ENTRANCE AND TERRACE FOR TOTAL PRIVACY CLEANING: APARTMENTS ARE DISINFECTED WITH CERTIFIED EQUIPMENT BEFORE EACH ARRIVAL POOL: EACH APARTMENT HAS A DESIGNATED SPACE RESERVED AT THE POOL. SMART SERVICES: WEB CHECK-IN

30 Aug – 6 Sep

$380 SGD per night

Guest favourite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 164 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

4–11 Nov

$690 SGD per night

Guest favourite

Holiday home in Poggibonsi

4.94 out of 5 average rating, 108 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

18–25 Feb

$149 SGD per night

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 107 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

25 Nov – 2 Dec

$672 SGD per night

Guest favourite

Holiday home in Casole d'Elsa (SI)

4.89 out of 5 average rating, 191 reviews

Studio in Tuscan farmhouse with pool, bbq & views

The studio is nestled in a beautiful Tuscan farmhouse on an olive farm near Casole d'Elsa, 40 minutes from the main tourist hotspots. The stone farmhouse has been restored over the years to create 3 totally separate apartments (one of which is my home) each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and magnificent sunsets. It is a calm and relaxed place, an idyllic retreat away from the crowds.

6–13 Mar

$252 SGD per night

Guest favourite

Flat in Casole d'Elsa

4.86 out of 5 average rating, 21 reviews

The Inamorate Mushroom

The Innamorato mushroom is an apartment of about 60 mq on the ground floor with access to the garden, ideal for relaxing, sunbathing, having aperitifs, lunches or dinners outdoors. Inside it has a kitchen-living room with sofa bed, a double bedroom and a bathroom. The apartment is located in the center of the country of Pievescola , Casole d'Elsa, a few km from Siena. The country has all the services and beautiful walks for nature lovers.

22–29 May

$68 SGD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 308 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

30 Nov – 7 Dec

$215 SGD per night

Guest favourite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

23–30 Aug

$1,215 SGD per night

Superhost

Farm stay in Simignano

4.82 out of 5 average rating, 106 reviews

Casa al Gianni - Hut

Hi, it's Cristina & Carmelo! We invite you to have an authentic experience in our farm "Casa al Gianni" located 20 min from Siena. Our brand is the simple life in close contact with nature and animals on our farm. Nestled in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This corner of paradise is in your heart!

3–10 Feb

$126 SGD per night

Guest favourite

Flat in Ville di Corsano

4.97 out of 5 average rating, 199 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with panoramic views of Siena. Located at the Villas of Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi..).

4–11 Jan

$194 SGD per night

Guest favourite

Flat in Monticchiello

4.99 out of 5 average rating, 297 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

25 Feb – 4 Mar

$339 SGD per night